Sodium Hydroxide → 7-Methoxyquinoline-3-carboxylic acid

HRID 495478Notes

Reaction equation

HRID 495478 reaction equation
Cl.[CH3:2][O:3][C:4]1[CH:13]=[C:12]2[C:7]([CH:8]=[C:9]([C:14]([O:16]CC)=[O:15])[CH:10]=[N:11]2)=[CH:6][CH:5]=1.[OH-].[Na+]>CCO>[CH3:2][O:3][C:4]1[CH:13]=[C:12]2[C:7]([CH:8]=[C:9]([C:14]([OH:16])=[O:15])[CH:10]=[N:11]2)=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 223268747-Methoxy-3-ethoxycarbonylquinoline hydrochloride

Product 1

HCID 146728247-Methoxyquinoline-3-carboxylic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a stirred solution of 7-methoxy-3-ethoxycarbonylquinoline hydrochloride (Step C, 1.45 g, 5.4 mmol) in EtOH (24 mL) was added at RT 2N NaOH (8 mL, 16 mmol). The reaction was stirred at RT overnight. After concentration under vacuum, the mixture was acidified with 1N HCl. The resulting solid was filtered off, washed with water and dried over P2O5 to give 7-methoxy-3-carboxyquinoline.

Workup

  1. concentrationAfter concentration under vacuum
  2. filtrationThe resulting solid was filtered off
  3. washwashed with water
  4. dry with materialdried over P2O5

Sources & evidence

ORD record
ord-c39495bfa0a2429992f8d4b3cad26284
Source dataset
uspto-grants-2005_09
Patent number
US06939874B2

Reaction notes

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